Have a pair you already love? Determine why they flatter you.
If you have a style of shorts in your wardrobe that you already love, put them on and make a mental checklist of the attributes that flatter you. Is it because of the material? The color? The length? This exercise will greatly help you pick out the best shorts for you and your comfort, which is most important!
Which part of your leg is most flattering? End your hem there.
Where your shorts are hemmed is where the viewers’ eyes will go so if you are not a fan of your knees, do not get a length that ends anywhere near your knees. If you love a part of your leg, be sure to get a pair of shorts that highlight that asset!